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Sulfuric Acid → HCID 68235800, Verbindung

HRID 875279
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 875279
[CH3:1][N:2]([CH3:9])[C:3](=[O:8])[C:4]([O:6][CH3:7])=[O:5].[CH:10]1(O)[CH2:15][CH2:14]C[CH2:12][CH2:11]1.S(=O)(=O)(O)O>CO>[CH3:1][N:2]([CH3:9])[C:3](=[O:8])[C:4]([O:6][CH:7]1[CH2:14][CH2:15][CH2:10][CH2:11][CH2:12]1)=[O:5]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 1118Sulfuric AcidHCID 7966CyclohexanolHCID 13280608Methyl (dimethylamino)(oxo)acetate2×

Produkt 1

HCID 68235800HCID 68235800, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

In a 1,000 mL reactor, are mixed at 20-25° C., methyl 2-(dimethylamino)-2-oxoacetate) (compound 1) (393 g, 3 mol), cyclohexanol (360 g, 3.6 mol) and 98% sulfuric acid (66 g, 0.67 mol). The temperature of the mixture is brought to and maintained at 80° C. for 36 hours. Progression of the reaction is followed by gas chromatography analysis. At the end of the reaction, the methanol formed is removed from the reaction medium by distillation under reduced vacuum (P min=150 mbars) and an aqueous solution of sodium hydrogen carbonate is then added to the reaction medium so that the final pH is 7. The organic phase is separated from the aqueous phase. The latter is counter-extracted with 500 mL of dichloromethane. The organic phases are collected and the reaction medium is then concentrated for removing the dichloromethane. To the residue are added 5 g of potassium carbonate and the thereby obtained medium is then distilled under partial vacuum (Tbp 115-120° C., P<1 mbar). The expected product is obtained with a purity of more than 98.2% (466 g).

Aufarbeitung

  1. additionIn a 1,000 mL reactor, are mixed at 20-25° C.
  2. customAt the end of the reaction
  3. customis removed from the reaction medium by distillation under reduced vacuum (P min=150 mbars)
  4. additionan aqueous solution of sodium hydrogen carbonate is then added to the reaction medium so that the final pH is 7
  5. customThe organic phase is separated from the aqueous phase
  6. extractionThe latter is counter-extracted with 500 mL of dichloromethane
  7. customThe organic phases are collected
  8. concentrationthe reaction medium is then concentrated
  9. customfor removing the dichloromethane
  10. additionTo the residue are added 5 g of potassium carbonate
  11. customthe thereby obtained medium
  12. distillationis then distilled under partial vacuum (Tbp 115-120° C., P<1 mbar)

Quellen und Nachweise

ORD-Eintrag
ord-9b23f7e45f07494cb8455daee6b7730b
Quelldatensatz
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08981148B2

Notizen zur Reaktion

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